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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H21N3O3.C7H6O3
Molecular Weight 429.4663
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ESERIDINE SALICYLATE

SMILES

OC(=O)C1=C(O)C=CC=C1.[H][C@]23ON(C)CC[C@@]2(C)C4=C(C=CC(OC(=O)NC)=C4)N3C

InChI

InChIKey=ANZYOGDQEPQZOI-SLHAJLBXSA-N
InChI=1S/C15H21N3O3.C7H6O3/c1-15-7-8-17(3)21-13(15)18(4)12-6-5-10(9-11(12)15)20-14(19)16-2;8-6-4-2-1-3-5(6)7(9)10/h5-6,9,13H,7-8H2,1-4H3,(H,16,19);1-4,8H,(H,9,10)/t13-,15-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C15H21N3O3
Molecular Weight 291.3455
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C7H6O3
Molecular Weight 138.1207
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Eseridine (Geneserine) has been known for many years as an anticholinergic agent and used in therapy as a gastrointestinal antispastic. Eseridine salicylate is an inhibitor of cholinesterase activity that has been given by mouth in preparations for dyspepsia and other gastric disorders. It has also been studied for the treatment of Alzheimer’s disease.

Originator

Curator's Comment: Eseridine was first discovered by Eber in 1888 and first obtained in crystal form by Behringer. Merck has stated that eseridine and geneserine, first obtained by Polonovski and Nitzberg in 1915, are identical.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
GENESERINE

Approved Use

Dyspepsia
PubMed

PubMed

TitleDatePubMed
Geneserine and geneseroline revisited: acid-base catalyzed equilibria of hexahydropyrrolo-[2,3-b]-indole N-oxides with hexahydro-1,2-oxazino-[5,6-b]-indoles.
1989 Mar-Apr
Anticholinesterase activity of compounds related to geneserine tautomers. N-Oxides and 1,2-oxazines.
2002 Aug 15
Patents

Sample Use Guides

Adult: 30 to 45 drops, 3 times a day, preferably taken 1/2 hour before main meals.
Route of Administration: Oral
Geneserine hydrochloride inhibited human Acetylcholinesterase with IC50 value of 100 nM.
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:40:07 GMT 2023
Edited
by admin
on Sat Dec 16 09:40:07 GMT 2023
Record UNII
19JX1W053V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ESERIDINE SALICYLATE
WHO-DD  
Common Name English
BENZOIC ACID, 2-HYDROXY-, COMPD. WITH (4AS,9AS)-2,3,4,4A,9,9A-HEXAHYDRO-2,4A,9-TRIMETHYL-1,2-OXAZINO(6,5-B)INDOL-6-YL METHYLCARBAMATE (1:1)
Systematic Name English
GENESERINE SALICYLATE
Common Name English
GENESERINE, SALICYLATE
Common Name English
BENZOIC ACID, 2-HYDROXY-, COMPD. WITH (4AS-CIS)-2,3,4,4A,9,9A-HEXAHYDRO-2,4A,9-TRIMETHYL-1,2-OXAZINO(6,5-B)INDOL-6-YL METHYLCARBAMATE (1:1)
Common Name English
Eseridine salicylate [WHO-DD]
Common Name English
GENESERINE, SALICYLATE (1:1)
Common Name English
1,2-OXAZINO(6,5-B)INDOL-6-OL, 2,3,4,4A,9,9A-HEXAHYDRO-2,4A,9-TRIMETHYL-, METHYLCARBAMATE (ESTER), (4AS,9AS)-, MONO(2-HYDROXYBENZOATE) (SALT)
Common Name English
Code System Code Type Description
CAS
5995-96-0
Created by admin on Sat Dec 16 09:40:07 GMT 2023 , Edited by admin on Sat Dec 16 09:40:07 GMT 2023
PRIMARY
FDA UNII
19JX1W053V
Created by admin on Sat Dec 16 09:40:07 GMT 2023 , Edited by admin on Sat Dec 16 09:40:07 GMT 2023
PRIMARY
EVMPD
SUB33279
Created by admin on Sat Dec 16 09:40:07 GMT 2023 , Edited by admin on Sat Dec 16 09:40:07 GMT 2023
PRIMARY
ECHA (EC/EINECS)
227-835-5
Created by admin on Sat Dec 16 09:40:07 GMT 2023 , Edited by admin on Sat Dec 16 09:40:07 GMT 2023
PRIMARY
PUBCHEM
9845512
Created by admin on Sat Dec 16 09:40:07 GMT 2023 , Edited by admin on Sat Dec 16 09:40:07 GMT 2023
PRIMARY
EPA CompTox
DTXSID30208658
Created by admin on Sat Dec 16 09:40:07 GMT 2023 , Edited by admin on Sat Dec 16 09:40:07 GMT 2023
PRIMARY
SMS_ID
100000126381
Created by admin on Sat Dec 16 09:40:07 GMT 2023 , Edited by admin on Sat Dec 16 09:40:07 GMT 2023
PRIMARY
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